Find Romantic Hotels in West Town, Chicago from $151

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Check availability on West Town Romantic Hotels

Compare West Town Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Ruby Room
Premium bedding, pillowtop beds, desk, free WiFi

Ruby Room

2.5 star property
7.8 out of 10, Good, (599)
"I appreciated all the text messages that helped make the check in process easy. It was a different experience not to have on site staff at check in time, but it all worked out fine."
The price is $151
includes taxes & fees
$129 per night
Jan 20 - Jan 21
Ruby Room
Wicker Park Inn
Premium bedding, desk, laptop workspace, soundproofing

Wicker Park Inn

3.5 star property
9.0 out of 10, Wonderful, (238)
"This was the second time that I stayed at this property. The rooms are so beautiful and all the people are so friendly. I love the area and easy access to parking, would definitely stay here again and again! :)"
The price is $215
includes taxes & fees
$183 per night
Jan 20 - Jan 21
Wicker Park Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Searching for romantic hotels in West Town?
If you and your partner need a romantic vacation, we’ve got just the thing. Our guests also enjoy West Town for its live music and theater scene. If you want to explore the area, you might head to The Salt Shed, Humboldt Park, or Milwaukee Avenue. If you’d like to stay close to a certain attraction, you can sort properties by neighborhood or distance to top sights, so you’ll be able to see everything on your list.
What's the best place to stay for a romantic getaway to West Town?
The Robey, Chicago, a Member of Design Hotels is a favorite hotel for couples, and features 3 bars and a seasonal outdoor pool. Other good choices for a romantic stay include Wicker Park Inn and Ruby Room.
How many romantic hotels are there in West Town?
Expedia has 6 romantic West Town hotels for you both to enjoy.
When is the best time to visit West Town?
The hottest months are usually July and August with an average temperature of 70°F,
  • Coldest months: January, February, December, and March
  • Driest months: November, January, February, and December
  • Rainiest months: June, May, April, and October
What is there to do in West Town?
There’s nothing better than experiencing a new place with your sweetheart, so consider checking out all that West Town has to offer. Couples looking to explore some cultural attractions will enjoy West Town for its live music and theater scene. If you want to spend a day exploring, you might consider a stop at The Salt Shed, Humboldt Park, or Milwaukee Avenue.
What's the best way to get to West Town and around town during my romantic getaway?
These transportation options in West Town might help your romantic getaway go off without a hitch: If you’re looking to fly in, the closest major airport is Chicago Midway Airport (MDW), located 8.5 mi (13.6 km) away. Walk to nearby metro stations like Division Station, Damen Station, and Chicago Station (Blue Line).